DE2311344C2 - Kältebeständige, flüssige Fettsäureestergemische - Google Patents
Kältebeständige, flüssige FettsäureestergemischeInfo
- Publication number
- DE2311344C2 DE2311344C2 DE2311344A DE2311344A DE2311344C2 DE 2311344 C2 DE2311344 C2 DE 2311344C2 DE 2311344 A DE2311344 A DE 2311344A DE 2311344 A DE2311344 A DE 2311344A DE 2311344 C2 DE2311344 C2 DE 2311344C2
- Authority
- DE
- Germany
- Prior art keywords
- fatty acids
- fatty acid
- mixtures
- liquid
- percent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 235000014113 dietary fatty acids Nutrition 0.000 title claims description 65
- 239000000194 fatty acid Substances 0.000 title claims description 65
- 229930195729 fatty acid Natural products 0.000 title claims description 65
- 239000000203 mixture Substances 0.000 title claims description 43
- 239000007788 liquid Substances 0.000 title claims description 28
- -1 fatty acid ester Chemical class 0.000 title claims description 15
- 150000004665 fatty acids Chemical class 0.000 claims description 59
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 11
- 238000005886 esterification reaction Methods 0.000 claims description 11
- 230000032050 esterification Effects 0.000 claims description 10
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 10
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 10
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 9
- 235000010692 trans-unsaturated fatty acids Nutrition 0.000 claims description 8
- 239000000047 product Substances 0.000 description 14
- 239000010985 leather Substances 0.000 description 11
- 239000003921 oil Substances 0.000 description 11
- 235000019198 oils Nutrition 0.000 description 11
- 150000002148 esters Chemical class 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000000126 substance Substances 0.000 description 7
- 238000000034 method Methods 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000004821 distillation Methods 0.000 description 5
- 150000004671 saturated fatty acids Chemical class 0.000 description 5
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 4
- 241000396377 Tranes Species 0.000 description 4
- 229920000151 polyglycol Polymers 0.000 description 4
- 239000010695 polyglycol Substances 0.000 description 4
- 235000003441 saturated fatty acids Nutrition 0.000 description 4
- 241000273930 Brevoortia tyrannus Species 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 235000021323 fish oil Nutrition 0.000 description 3
- 230000019635 sulfation Effects 0.000 description 3
- 238000005670 sulfation reaction Methods 0.000 description 3
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 2
- 241000251468 Actinopterygii Species 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 2
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 2
- 239000005642 Oleic acid Substances 0.000 description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
- 235000019483 Peanut oil Nutrition 0.000 description 2
- 235000019484 Rapeseed oil Nutrition 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 235000011114 ammonium hydroxide Nutrition 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 235000019688 fish Nutrition 0.000 description 2
- LQJBNNIYVWPHFW-QXMHVHEDSA-N gadoleic acid Chemical compound CCCCCCCCCC\C=C/CCCCCCCC(O)=O LQJBNNIYVWPHFW-QXMHVHEDSA-N 0.000 description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 235000021281 monounsaturated fatty acids Nutrition 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- 239000000312 peanut oil Substances 0.000 description 2
- 235000020777 polyunsaturated fatty acids Nutrition 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 235000011150 stannous chloride Nutrition 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- AXZWODMDQAVCJE-UHFFFAOYSA-L tin(II) chloride (anhydrous) Chemical compound [Cl-].[Cl-].[Sn+2] AXZWODMDQAVCJE-UHFFFAOYSA-L 0.000 description 2
- PHYFQTYBJUILEZ-IUPFWZBJSA-N triolein Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/CCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC PHYFQTYBJUILEZ-IUPFWZBJSA-N 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- 241000283153 Cetacea Species 0.000 description 1
- 241000252203 Clupea harengus Species 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 241001125046 Sardina pilchardus Species 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 235000019514 herring Nutrition 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 235000015277 pork Nutrition 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 235000019512 sardine Nutrition 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000021003 saturated fats Nutrition 0.000 description 1
- 229940079827 sodium hydrogen sulfite Drugs 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000003784 tall oil Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000010698 whale oil Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
- C14C9/02—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes using fatty or oily materials, e.g. fat liquoring
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/003—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with alcohols
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Treatment And Processing Of Natural Fur Or Leather (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fats And Perfumes (AREA)
- Lubricants (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2311344A DE2311344C2 (de) | 1973-03-08 | 1973-03-08 | Kältebeständige, flüssige Fettsäureestergemische |
| ES424022A ES424022A1 (es) | 1973-03-08 | 1974-02-07 | Procedimiento para la obtencion de esteres de acidos grasosfluidos, estables en frio. |
| US446680A US3910972A (en) | 1973-03-08 | 1974-02-28 | Fatty acid ester mixtures liquid at low temperatures and process |
| IT49015/74A IT1003694B (it) | 1973-03-08 | 1974-03-05 | Procedimento per la produzione di esteri di acidi grassi liquidi resistenti al freddo |
| BR1696/74A BR7401696D0 (pt) | 1973-03-08 | 1974-03-07 | Processo para a obtencao de esteres de acidos graxos, liquidos e resistentes ao frio, e aplicacao dos mesmos |
| FR7407819A FR2220510B1 (https=) | 1973-03-08 | 1974-03-07 | |
| GB1019574A GB1441045A (en) | 1973-03-08 | 1974-03-07 | Process for the manufacture of low-temperature resistant liquid fatty acid esters |
| JP49025815A JPS6011078B2 (ja) | 1973-03-08 | 1974-03-07 | 耐寒性の液状脂肪酸エステルの製造方法 |
| US05/560,333 US3957426A (en) | 1973-03-08 | 1975-03-21 | Fatty acid ester mixtures liquid at low temperatures and process |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2311344A DE2311344C2 (de) | 1973-03-08 | 1973-03-08 | Kältebeständige, flüssige Fettsäureestergemische |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2311344A1 DE2311344A1 (de) | 1974-09-12 |
| DE2311344C2 true DE2311344C2 (de) | 1982-04-08 |
Family
ID=5874065
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2311344A Expired DE2311344C2 (de) | 1973-03-08 | 1973-03-08 | Kältebeständige, flüssige Fettsäureestergemische |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3910972A (https=) |
| JP (1) | JPS6011078B2 (https=) |
| BR (1) | BR7401696D0 (https=) |
| DE (1) | DE2311344C2 (https=) |
| ES (1) | ES424022A1 (https=) |
| FR (1) | FR2220510B1 (https=) |
| GB (1) | GB1441045A (https=) |
| IT (1) | IT1003694B (https=) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58127800A (ja) * | 1982-01-23 | 1983-07-29 | 川澄 一雄 | 皮革の物性改良法 |
| DE3238180C1 (de) * | 1982-10-15 | 1984-04-19 | Schill & Seilacher GmbH & Co, 7030 Böblingen | Verfahren zum Fetten von Leder und Pelzen |
| JPS60149510A (ja) * | 1984-01-13 | 1985-08-07 | Kao Corp | 農薬組成物 |
| DE3617657C2 (de) * | 1986-05-26 | 1994-08-18 | Stockhausen Chem Fab Gmbh | Bei Raumtemperatur flüssige Derivate von natürlichen Fetten oder Ölen, Verfahren zu deren Herstellung, und ihre Verwendung |
| DE4216187C2 (de) * | 1992-02-21 | 2002-06-06 | Ollert Uwe | Verwendung einer wässrigen Lösung aus Wasser, aus wenigstens einer Waschsubstanz, als Lederwaschmittel |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1970578A (en) * | 1930-11-29 | 1934-08-21 | Ig Farbenindustrie Ag | Assistants for the textile and related industries |
| GB419588A (en) * | 1932-03-02 | 1934-11-02 | Ig Farbenindustrie Ag | Process for the manufacture of new reaction products of aliphatic amines |
| US2298186A (en) * | 1939-10-25 | 1942-10-06 | Du Pont | Ester |
| US2305228A (en) * | 1940-05-14 | 1942-12-15 | Du Pont | Hydraulic fluid |
-
1973
- 1973-03-08 DE DE2311344A patent/DE2311344C2/de not_active Expired
-
1974
- 1974-02-07 ES ES424022A patent/ES424022A1/es not_active Expired
- 1974-02-28 US US446680A patent/US3910972A/en not_active Expired - Lifetime
- 1974-03-05 IT IT49015/74A patent/IT1003694B/it active
- 1974-03-07 GB GB1019574A patent/GB1441045A/en not_active Expired
- 1974-03-07 BR BR1696/74A patent/BR7401696D0/pt unknown
- 1974-03-07 JP JP49025815A patent/JPS6011078B2/ja not_active Expired
- 1974-03-07 FR FR7407819A patent/FR2220510B1/fr not_active Expired
Non-Patent Citations (1)
| Title |
|---|
| NICHTS-ERMITTELT |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2220510B1 (https=) | 1977-09-16 |
| ES424022A1 (es) | 1976-05-16 |
| GB1441045A (en) | 1976-06-30 |
| BR7401696D0 (pt) | 1974-11-05 |
| DE2311344A1 (de) | 1974-09-12 |
| FR2220510A1 (https=) | 1974-10-04 |
| JPS49120904A (https=) | 1974-11-19 |
| JPS6011078B2 (ja) | 1985-03-22 |
| IT1003694B (it) | 1976-06-10 |
| US3910972A (en) | 1975-10-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| 8126 | Change of the secondary classification |
Ipc: C14C 9/02 |
|
| D2 | Grant after examination | ||
| 8339 | Ceased/non-payment of the annual fee |